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Vacation rentals in Tuscany/Elba

Find your perfect holiday home in Tuscany/Elba with HelloApartment

Tuscany/Elba

Italy

Explore vibrant neighborhoods, savor local cuisine, and immerse yourself in the culture of Europe’s most beloved destinations.

Pets allowed
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471.4
942.8
1414.2
1885.6
2357
2828.4
3299.8
3771.2
4242.6
4714
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1245

properties found

Apartment in Cetona with pool
Apartment in Cetona with pool
For a relaxing stay in Italy, you will find this beautiful holiday home perfect for staying comfortably, which offers a private swimming pool and a fenced garden. The property is ideal for large families, and you can take a maximum of 2 pets You can take a walk in the attractive surroundings, and a bike ride is also very worthwhile. With the car, you can easily make the journey to the beautiful Lago Trasimeno, where you can indulge in water sports and enjoy a relaxing day along the banks. The property has parking, and you can cool off in the beautiful private swimming pool in the summer. You can light the barbecue for a pleasant evening in the garden and enjoy a fun game at the boules court. Upon arrival, customers must hand over a security deposit of € 1,000.00, which will be returned to them at the end of their stay, less the cost of any damages incurred. The pool is open from 01-05 to 31-10
Ground floor: (Living room(decorative fireplace, seating area), dining room(dining table(12 persons)), Large kitchen(hob, wood cooker, hood, oven, microwave, dishwasher, fridge-freezer), Bedroom with bathroom(double king size bed, washbasin, toilet, bidet, air conditioning), toilet(toilet), washing room(washing machine), terrace(private, roofed))\n\nOn the 1st floor: (hall, bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), Bedroom with bathroom(double king size bed, bathtub with shower, washbasin, washbasin, toilet, bidet, air conditioning), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\npatio, garden(private, fenced, landscaped garden), garden furniture, BBQ, parking, swimming pool(private, outside, 15 x 7 m.), boules court

Guests

10

Bathrooms

4

Bedrooms

5

Holiday home

Price from €

per night

Price not yet available

Charming Retreat in Armaiolo
Charming Retreat in Armaiolo
Escape to this charming ground-floor villa in Armaiolo (Rapolano Terme), Tuscany, where comfort meets rustic elegance. Surrounded by a private, landscaped garden with outdoor seating and a barbecue, this pet-friendly home features a cozy living/dining room with a fireplace and satellite TV, plus a well-equipped kitchen with a hob, oven, microwave, dishwasher, and dual coffee machines. Enjoy modern conveniences such as free Wi-Fi, a washing machine, hairdryer, insect screens, heating, and air conditioning in the double bedroom. Step outside to relax by the luxurious 10×5 m heated private pool or dine under the stars in the lit garden. Just 1 km from the heart of Rapolano Terme, you’ll find cafés, shops, restaurants, and easy access to buses and trains. Discover the nearby thermal spas of Antica Querciolaia and San Giovanni, where history and relaxation unite. Culture lovers can explore ancient churches and museums, while nature enthusiasts will enjoy hiking trails and tree-top adventures at Saltalbero Park. A short drive takes you to Siena, Pienza, and Montepulciano, perfect for wine tasting and exploring Tuscan heritage. Wrap up your days with a hearty meal at Osteria Il Granaio or other local gems serving traditional cuisine.
Ground floor: (Kitchen(hob(4 ring stoves), coffee machine(filter), espresso machine, oven, microwave, dishwasher, fridge), Living/diningroom(TV(satellite), fireplace, seating area), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet))\n\nshower(outside), washing machine, heating, garden(private, landscaped garden, illuminated), garden furniture, BBQ, parking, swimming pool(private, outside, 10 x 5 m.), hairdryer, insect screens

Guests

2

Bathrooms

1

Bedrooms

1

Holiday home

Price from €

per night

Price not yet available

Villa San Gimignano View
Villa San Gimignano View
Luxury villa with pool and tennis court, located in the beautiful countryside of San Gimignano, between Siena and Florence.

Guests

10

Bathrooms

4

Bedrooms

5

Villa

Price from €

1435

per night

Price not yet available

Escape near San Gimignano
Escape near San Gimignano
This pet-friendly farmhouse in Località Sant'Andrea welcomes up to 10 guests and offers a cozy and authentic Tuscan stay with free Wi-Fi. The ground floor includes a kitchen with all essentials and a living/dining area with a double sofa bed and satellite TV. One bedroom with a double bed and a full bathroom are also located here. On the first floor, you'll find another spacious kitchen with fireplace, two more bedrooms (one double, one with bunk beds), a second living room with a sofa bed, and two bathrooms, making it ideal for large families or groups. The property features both a private garden and access to a beautifully landscaped 3000 m² shared garden. Guests can unwind by the large 17×6 m shared swimming pool (open May–October) surrounded by nature. A shared washing machine adds convenience, while outdoor furniture invites alfresco dining and evening relaxation under the stars. Located just 4 km from the medieval town of San Gimignano, famous for its iconic towers, UNESCO status, and the frescoes in the Collegiate Church, this farmhouse is a gateway to Tuscany’s rich history. Take scenic day trips to Siena (30 km), Volterra (33 km), or Florence (58 km).
Ground floor: (Kitchen(hob, hood, coffee machine, microwave, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite), dining table), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Living room(double sofa bed), Large kitchen(TV(satellite), dining table, fireplace, hob, hood, coffee machine, fridge-freezer), bedroom(double bed), bedroom(bunk bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine(shared with other guests), garden(shared with other guests, landscaped garden, 3000 m2), garden(private), garden furniture, swimming pool(shared with other guests, 17 x 6 m., opened from May upto and including Oct)

Guests

10

Bathrooms

3

Bedrooms

3

Farmhouse

Price from €

0

per night

Price not yet available

Tuscan Farmhouse with Pool
Tuscan Farmhouse with Pool
Set in the rolling hills of San Gimignano, this charming 1-bedroom farmhouse is perfect for a family or group of 4. Surrounded by vineyards and olive groves, it offers a shared swimming pool, a private terrace, and both shared and private gardens—ideal for sipping Vernaccia wine under the Tuscan sun. The peaceful countryside setting is just 4 km from shops, restaurants, and a delightful local bakery. Inside, the farmhouse features a cozy living space with a double sofa bed, a well-equipped kitchen, and a bedroom with rustic charm. Enjoy sweeping views of the Tuscan landscape from your windows, and take advantage of the washing machine for added convenience. A cot is available for little ones, and 1 pet is welcome free of charge. Explore nearby gems like Siena (30 km), Volterra (33 km), and Florence (58 km)—a car is essential for day trips. The Florence Airport is 59 km away. Whether you're relaxing by the pool or enjoying a garden picnic, this farmhouse offers a perfect blend of comfort, tradition, and Tuscan beauty.
Ground floor: (Kitchen(hob, hood, coffee machine, microwave, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite), dining table), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine(shared with other guests), garden(shared with other guests, landscaped garden, 3000 m2), garden(private), garden furniture, swimming pool(shared with other guests, 17 x 6 m., opened from May upto and including Oct)

Guests

4

Bathrooms

1

Bedrooms

1

Farmhouse

Price from €

0

per night

Price not yet available

San Gimignano Hillside Haven
San Gimignano Hillside Haven
This pet-friendly farmhouse for 6 guests is nestled in the scenic countryside of Località Sant'Andrea, just 4 km from the historic town of San Gimignano. Located on the first floor, the apartment features a cozy living room with a double sofa bed, a large kitchen with a fireplace, satellite TV, dining table, and all essentials for a comfortable stay. Two charming double bedrooms and two bathrooms with showers, bidets, and washbasins make it ideal for families or friends. Free Wi-Fi keeps you connected during your Tuscan retreat. Guests can enjoy a beautifully landscaped 3,000 m² shared garden with garden furniture for relaxing outdoors. A spacious 17 × 6 m shared swimming pool (open May–October) invites refreshing dips under the Tuscan sun. The property also offers access to a shared washing machine, adding convenience for longer stays. Rustic charm, comfort, and scenic surroundings come together for a peaceful and authentic experience. Just minutes away, San Gimignano’s medieval skyline of towers awaits. Stroll through its cobbled streets, visit the 13th-century Collegiate Church, or sample world-class gelato in Piazza della Cisterna. Wine lovers can explore Vernaccia vineyards, while day trips to Siena, Volterra, and Florence offer deeper cultural adventures. Dine nearby at La Mandragola, Le Vecchie Mura, or Cum Quibus for an unforgettable Tuscan meal.
On the 1st floor: (Living room(double sofa bed), Large kitchen(TV(satellite), dining table, fireplace, hob, hood, coffee machine, fridge-freezer), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine(shared with other guests), garden(shared with other guests, landscaped garden, 3000 m2), garden furniture, swimming pool(shared with other guests, 17 x 6 m., opened from May upto and including Oct)

Guests

6

Bathrooms

2

Bedrooms

2

Farmhouse

Price from €

0

per night

Price not yet available

Farmhouse in San Gimignano near Piazza Cisterna
Farmhouse in San Gimignano near Piazza Cisterna
Located in San Gimignano, this scenic farmhouse is perfect for couples on a romantic getaway. Situated in the countryside, this farmhouse also has a shared swimming pool to enjoy. The stunning Town Hall is at walking distance from the farmhouse, perfect for observing the panoramic views of this picturesque town. The beautiful Piazza Della Cisterna is also 90 m away from the tower. A road-trip can also be planned to the charming towns of Siena (41 km) and Florence (53 km). You can even relish delectable cuisines at the restaurants or shop at the supermarkets (3 km) nearby. This farmhouse is nestled amid nature, and it is furnished with modern amenities to aid a comfortable stay. In addition to the open kitchen, there is a TV and heating facility on the property. You can even lounge in the shared garden decked with furniture, and enjoy some barbecue acitivity at the property. The nearest airport is Aeroporto di Siena, which is 42 km away from the farmhouse.
Ground floor: (Living room(TV, dining table, fireplace, seating area), open kitchen(hob, cooker, hood, espresso machine, microwave), bedroom(double bed), bedroom(single bed, double bed, TV), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), heating, air conditioning)\n\ndining table, washing machine(shared with other guests), heating, garden(shared with other guests), garden furniture, sun loungers, BBQ, parasol, swimming pool(shared with other guests, 14 x 7 m., opened from 1/2 May upto and including 1/2 Oct)

Guests

4

Bathrooms

2

Bedrooms

2

Farmhouse

Price from €

214

per night

Price not yet available

Farmhouse in San Gimignano with Pool
Farmhouse in San Gimignano with Pool
Located in San Gimignano, this Tuscan farmhouse features 2 bedrooms for 4 people. Suitable for 2 couples, guests can take a dip in the swimming pool and access free WiFi at this child-friendly property. The town centre is located 3 km away, where you can enjoy a scrumptious meal at one of the restaurants or explore the small shops. Guests can enjoy a hot barbecue in the shared garden of this beautiful farmhouse. Heating and air conditioning facility is also featured here. This child-friendly property also features a children’s bed. The kitchen is well-equipped with a microwave and all amenities.
On the 1st floor: (Living room(double sofa bed, TV(satellite), dining table), open kitchen(hob, cooker, hood, espresso machine, microwave, fridge-freezer), bedroom(single bed, double bed), bathroom(shower, washbasin, toilet, bidet), heating, air conditioning)\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), heating, air conditioning)\n\ndining table, washing machine(shared with other guests), heating, air conditioning, garden(shared with other guests), garden furniture, sun loungers, BBQ, parasol, swimming pool(shared with other guests, 14 x 7 m., opened from May upto and including Sep), awning

Guests

4

Bathrooms

2

Bedrooms

2

Farmhouse

Price from €

214

per night

Price not yet available

Farmhouse in Tuscany near San Gimignano
Farmhouse in Tuscany near San Gimignano
Nestled in the scenic countryside of Poggibonsi, this charming farmhouse offers the perfect blend of rural tranquility and Tuscan beauty. Surrounded by rolling hills and olive groves, the home invites you to unwind on a private terrace or enjoy sunny afternoons by the large shared swimming pool. Families will appreciate the play area with party games and table tennis, while evenings call for a barbecue under the stars or relaxing with a book in the peaceful private garden. A high chair and children’s bed ensure little ones are well cared for, making it a comfortable and welcoming retreat for all ages. Positioned strategically between Florence and Siena, this farmhouse makes an ideal base for discovering Tuscany’s historic and cultural treasures. Just a short drive away lies the medieval town of San Gimignano, famous for its towers and artisanal gelato. Wine lovers can venture into Chianti for tastings at local vineyards, while history enthusiasts will enjoy exploring the ancient walls of Monteriggioni or the Gothic architecture in Siena. The town of Poggibonsi itself offers a relaxed local atmosphere with markets, walking trails, and charming piazzas. Tuscany is known for its soulful, hearty cuisine and this region is no exception. Indulge in traditional dishes like pici pasta with wild boar ragù, or truffle-infused delights at local trattorias. Nearby restaurants such as Ristorante Da Carlo or La Perla del Sole serve up rustic Italian fare with regional wines. For a special treat, visit a countryside agriturismo offering home-cooked meals with ingredients straight from their gardens.
On the 1st floor: (Living room(single sofa bed, TV(satellite), DVD player), open kitchen(oven, microwave, fridge-freezer), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nstreamingservice, coffee machine, microwave, shower, washing machine, patio, heating, air conditioning, terrace(private), garden(private), garden furniture, garden furniture, BBQ, parking, deckchairs, parasol, swimming pool(shared with other guests, 12 x 6 m., opened from May upto and including Sep), table tennis table, children\'s bed, ironing board, party games

Guests

2

Bathrooms

1

Bedrooms

1

Farmhouse

Price from €

per night

Price not yet available

Countryside Cottage with Garden
Countryside Cottage with Garden
This peaceful apartment near Casole d’Elsa offers a cozy countryside retreat for up to four guests, with a bright kitchen, a welcoming living room featuring a double sofa bed and satellite TV, and a comfortable double bedroom. A modern bathroom and shared laundry facilities add convenience, while the private terrace and expansive shared garden (3,000 m²) invite outdoor relaxation. Guests can enjoy alfresco meals at the barbecue area or unwind by the large swimming pool (16x8 m, open May–Sept). The surrounding Tuscan hills offer scenic walks, and Casole d’Elsa—just 10 km away—features charming shops, cafés, and cultural sites. Day trips to Siena, San Gimignano, and Volterra promise rich history and stunning views. Dining Nearby Savor local flavors at Caffe Casolani, enjoy wood-fired pizza at Tenuta Colombaio, or try Ristorante La Speranza for hearty Tuscan fare. For gelato and casual bites, Gelateria La Torre and Pizzeria Al Taglio Compagne Di Merende / Katia are local favorites.
Ground floor: (open kitchen(oven, microwave, fridge-freezer), Living/bed room(double bed or 2 single beds, TV(satellite), fireplace, DVD player), bathroom(shower, washbasin, toilet, bidet))\n\nTV, fireplace, streamingservice, coffee machine, microwave, bathtub or shower, shower, patio, heating, terrace(private), garden(private), garden furniture, sun loungers, BBQ, parking, deckchairs, parasol, swimming pool(shared with other guests, 12 x 6 m., opened from May upto and including Sep), table tennis table, children\'s bed, ironing board, party games

Guests

2

Bathrooms

1

Bedrooms

0

Cottage

Price from €

per night

Price not yet available

At HelloApartment you will discover carefully selected vacation rentals across Europe, from charming country cottages in Tuscany to chic city apartments in Paris and coastal villas in Greece. Our platform connects travelers with unique, local accommodations, offering authentic and comfortable stays in any destination. Whether you're planning a romantic getaway, a family trip or a solo adventure, our user-friendly site will help you find the perfect home away from home. Verified offers, transparent pricing and dedicated customer service ensure a seamless booking experience across Europe.
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